Dimethylcarbamoyl Chloride → HCID 20529003, compound

HRID 66723Notes

Reaction equation

HRID 66723 reaction equation
[Cl:1][CH2:2][C:3]1[N:8]=[C:7]([C:9]([Cl:12])([Cl:11])[Cl:10])[N:6]=[C:5]([OH:13])[CH:4]=1.C(N(CC)CC)C.[CH3:21][N:22]([CH3:26])[C:23](Cl)=[O:24]>CCOCC>[CH3:21][N:22]([CH3:26])[C:23](=[O:24])[O:13][C:5]1[CH:4]=[C:3]([CH2:2][Cl:1])[N:8]=[C:7]([C:9]([Cl:12])([Cl:11])[Cl:10])[N:6]=1

Participants

5

Reactant 3

HCID 6598Dimethylcarbamoyl ChlorideHCID 8471TriethylamineHCID 178516067HCID 178516067, compound

Product 1

HCID 20529003HCID 20529003, compoundYield 60.1%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A solution of 1.3 g (0.005 mole) 6-chloromethyl-4-hydroxy-2-trichloromethylpyrimidine, 0.55 g (0.005 mole) triethylamine, 0.55 g (0.005 mole) dimethylcarbamoyl chloride and 25 ml ether was refluxed 20 hours. The solvent was rotary evaporated and the residue extracted with refluxing ligroin. The extract was cooled to yield 1.0 g (60% yield) of pure product as a thick oil. The structure was confirmed via infrared and elemental analysis.

Workup

  1. customThe solvent was rotary evaporated
  2. extractionthe residue extracted with refluxing ligroin
  3. temperatureThe extract was cooled

Sources & evidence

ORD record
ord-316f75d63c0547f7964e0d764abd05b1
Source dataset
uspto-grants-1982_08
Patent number
US04343803

Reaction notes

Loading…